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Towards redox active liquid crystalline phases of lipids: a monoolein/water system with entrapped derivatives of ferrocene

Barauskas, Justas LU ; Razumas, V; Talaikyte, Z; Bulovas, A; Nylander, Tommy LU ; Tauraite, D and Butkus, E (2003) In Chemistry and Physics of Lipids 123(1). p.87-97
Abstract
The phase and electrochemical behavior of the aqueous mixtures of monoolein (MO) and synthetic ferrocene (Fc) derivatives containing long alkyl chains -(Z)-octadec-9-enoylferrocene (1), (Z)-octadecen-9-ylferrocene (2), and ferrocenylmethyl (Z)-octadec-9-enoate (3)-were studied. At low hydration, the reversed micelles (L-2 phase)

and cubic Q(230) phase of MO can accommodate relatively high amounts ( > 6 wt.%) of the Fc-derivative 2, whereas at high hydration, the pseudoternary cubic phase Q(224) is destabilized even at about 2 wt.% of this Fc. Increasing the Fc-derivative content induces L-alpha L-2 and L-alpha --> reversed bicontinuous cubic phase (Q(II)) H-II transitions depending upon hydration. A rough study of the MO... (More)
The phase and electrochemical behavior of the aqueous mixtures of monoolein (MO) and synthetic ferrocene (Fc) derivatives containing long alkyl chains -(Z)-octadec-9-enoylferrocene (1), (Z)-octadecen-9-ylferrocene (2), and ferrocenylmethyl (Z)-octadec-9-enoate (3)-were studied. At low hydration, the reversed micelles (L-2 phase)

and cubic Q(230) phase of MO can accommodate relatively high amounts ( > 6 wt.%) of the Fc-derivative 2, whereas at high hydration, the pseudoternary cubic phase Q(224) is destabilized even at about 2 wt.% of this Fc. Increasing the Fc-derivative content induces L-alpha L-2 and L-alpha --> reversed bicontinuous cubic phase (Q(II)) H-II transitions depending upon hydration. A rough study of the MO system containing compounds I and 3 indicates very similar phase behavior to that of the MO/2/H2O system. Compound 2 apparently has no effect on the lipid monolayer thickness in the pseudoternary L-alpha, H-II and Q(II) liquid crystalline phases of MO. Within a 3D-structure of the Q224 phase, derivatives 1-3 exhibit electrochemical activity on the gold electrode. The one-electron redox conversion processes are electro-chemically quasi-reversible and controlled by diffusion. The values of apparent diffusion coefficient (D-app) and heterogeneous electron-transfer rate constant (k(s)) of Fcs are significantly lo

er in the cubic,phase matrix when compared to the acetonitrile solution. By contrast, the MO H-II phase with entrapped Fc-derivatives does not exhibit electrochemical activity on the electrode surface. It is suggested that the diffusional anisotropy and/or localized aggregation of compounds 1-3 within a 2D-structure of the H-II phase account(s) for the latter observation. (C) 2003 Elsevier Science Ireland Ltd. All rights reserved. (Less)
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author
organization
publishing date
type
Contribution to journal
publication status
published
subject
keywords
1-Monooleoylglycerol, Ferrocene derivatives, Phase diagram, Swelling behavior, Electrochemical activity
in
Chemistry and Physics of Lipids
volume
123
issue
1
pages
87 - 97
publisher
Elsevier
external identifiers
  • wos:000182181900008
  • pmid:12637167
  • scopus:0037334840
ISSN
0009-3084
DOI
10.1016/S0009-3084(02)00170-6
language
English
LU publication?
yes
id
6cdd7287-d2fb-4ac2-bafa-c8c5845eb33c (old id 121930)
date added to LUP
2007-07-10 16:55:36
date last changed
2018-10-03 12:06:09
@article{6cdd7287-d2fb-4ac2-bafa-c8c5845eb33c,
  abstract     = {The phase and electrochemical behavior of the aqueous mixtures of monoolein (MO) and synthetic ferrocene (Fc) derivatives containing long alkyl chains -(Z)-octadec-9-enoylferrocene (1), (Z)-octadecen-9-ylferrocene (2), and ferrocenylmethyl (Z)-octadec-9-enoate (3)-were studied. At low hydration, the reversed micelles (L-2 phase)<br/><br>
and cubic Q(230) phase of MO can accommodate relatively high amounts ( &gt; 6 wt.%) of the Fc-derivative 2, whereas at high hydration, the pseudoternary cubic phase Q(224) is destabilized even at about 2 wt.% of this Fc. Increasing the Fc-derivative content induces L-alpha L-2 and L-alpha --&gt; reversed bicontinuous cubic phase (Q(II)) H-II transitions depending upon hydration. A rough study of the MO system containing compounds I and 3 indicates very similar phase behavior to that of the MO/2/H2O system. Compound 2 apparently has no effect on the lipid monolayer thickness in the pseudoternary L-alpha, H-II and Q(II) liquid crystalline phases of MO. Within a 3D-structure of the Q224 phase, derivatives 1-3 exhibit electrochemical activity on the gold electrode. The one-electron redox conversion processes are electro-chemically quasi-reversible and controlled by diffusion. The values of apparent diffusion coefficient (D-app) and heterogeneous electron-transfer rate constant (k(s)) of Fcs are significantly lo<br/><br>
er in the cubic,phase matrix when compared to the acetonitrile solution. By contrast, the MO H-II phase with entrapped Fc-derivatives does not exhibit electrochemical activity on the electrode surface. It is suggested that the diffusional anisotropy and/or localized aggregation of compounds 1-3 within a 2D-structure of the H-II phase account(s) for the latter observation. (C) 2003 Elsevier Science Ireland Ltd. All rights reserved.},
  author       = {Barauskas, Justas and Razumas, V and Talaikyte, Z and Bulovas, A and Nylander, Tommy and Tauraite, D and Butkus, E},
  issn         = {0009-3084},
  keyword      = {1-Monooleoylglycerol,Ferrocene derivatives,Phase diagram,Swelling behavior,Electrochemical activity},
  language     = {eng},
  number       = {1},
  pages        = {87--97},
  publisher    = {Elsevier},
  series       = {Chemistry and Physics of Lipids},
  title        = {Towards redox active liquid crystalline phases of lipids: a monoolein/water system with entrapped derivatives of ferrocene},
  url          = {http://dx.doi.org/10.1016/S0009-3084(02)00170-6},
  volume       = {123},
  year         = {2003},
}